Inositol, scyllo

A number of such derivatives have been obtained from cyclitol esters through the action of HCl or HBr on the ester 46) or by reacting an acyl halide 106a, b) with a cyclitol. Considerable isomerization occurs, since the same dibromohydrin tetraacetates are obtained from mi/o-inositol, scyllo-inositol, and pinitol 61b). Debromination to known cyclohexanepentols and -tetrols has enabled McCasland 61b, 65) to assign tentative structures, and, in some cases, configurations to the mono- and dibromohydrins. 

L. Sk0t and H. Egsgaard, Identification of ononitol and O-methyl-scyllo-inositol in pea root nodules. Plania 161 32-36 (1984). 

Scheme 66. Synthesis of scyllo-inositol repeating unit toward the construction of novel mannosylated...

Turner BL, Richardson AE. Identification of scyllo-inositol phosphates in soil by solution phosphorus-31 nuclear magnetic resonance spectroscopy. Soil Sci. Soc. Am. J. 2004 68 802-808. 

Scaffidi, A. and Stick, R.V., Glycosynthase-assisted synthesis of some glycosylated scyllo-inositols. Aust. J. Chem., 2006, 59, 894. 

The General myo-lnositol and scyllo-Inosamine Pathway. Two distinct cyclitol pathways, which we earlier called Ca (started by myo-inositolphos-phate synthase) and Cb (started by T-deoxy-i cy/to-inosose synthase), are used in the initiation of AGA pathways. Here we will describe the Ca route and the Cb pathway in the paragraph on NEOs (see Section 2.2.2.1.3). The cyclitol pathway in the biosynthetic pathways for STRs, but also for other AGAs such as SPCs, KAS, and FORs and also the mixed type antibiotic HYG-A (see Section 2.2.4.3.1), starts with the formation of myo-inositol in a two-step pathway (Ca) that is not encoded in the itrAtt-clusters. The first step in streptidine biosynthesis (and any other myo-inositol utilising pathway) is the formation of a myo-inositol monophosphate (D-myo-inositol-3-phosphate or L-myo-inositol-1-phosphate) via L-myo-inositol-1-phosphate synthase, which in actinomycetes... 

Lee and Ballou111 investigated five liquid phases for the separation of inositol trimethylsilyl ethers and concluded that QF-1 gave the best results. This column packing permitted resolution of all but the myo-cis pair of inositols. They reported that the order of appearance, regardless of the stationary phase used, is alio, (neo, muco), racemic, (scyllo, epi), and (myo, cis). The order within the parentheses is sometimes reversed, depending on the liquid phase used. Wells and co-... 

Hexa-0-(trimethylsilyl)-mj/o-inositol is a solid,112 and this compound and the crystalline per(trimethylsilyl) ethers of scyllo-inositol and myo-inosose-2 have been fully characterized by Loewus,407 who has proposed these compounds as suitable internal standards. The scyllo- and myo-inositols, together with myo-inosose-2, have also been used in a study on the use of electron-capture detectors with trimethylsilyl derivatives.579... 

D. E. Kiely and H. G. Fletcher, Jr., Cyclization of D-xy(o-hexos-5-ulose, a chemical synthesis of scyllo- and myo-inositols from D-glucose, J. Org. Chem. 34 1386 (1969). 

Scheme 3.—Reactions of Radicals Derived from scyllo-Inositol. [The G-values of products77 in the y-radiolysis of a NjO-saturated, 0.01 M solution of scyllo-inositol at 0° and a dose rate of 2.9 W.kg-1 are G(scy//o-myo-inosose, 40) = 3.0, G(myo-inositol, 39) = 2.1, and G(deoxyinosose, 43) = 1.1].

The rate of the initial fission of an inositol is considerably increased by the accumulation of m-hydroxyl groups. Thus, whereas mt/o-inositol reacts about twice as fast as the scyllo isomer, the reactions of epi- and cis-inositol are about 200 times as fast.66... 

The best known of the inososes (pentahydroxycyclohexanones) are ( )-epf-inosose [( )-epf-inosose-2, LXXXIV] and scyllo-inosose (myo-inosose-2, LXXXII).196 These are obtained from myo-inositol by moderated oxida-... 

The biochemistry of the inososes has been but little investigated. Aside from their supposed function as intermediates in the bacterial catabolism of m /o-inositol, three of them [scyllo-inosose, ( )-epi-inosose, and (+)-m o-inosose] have been found to stimulate the growth of several myo-inositol-requiring organisms, although not as well as does WM/o-inositol itself.213... 

The mechanism of the halogenation is not clearly understood, but it is of interest that the same two bromo compounds were obtained from myoinositol, scyllo-inositol, or the active inositols. Presumably, participation by neighboring acetoxyl groups takes place and a common intermediate is involved. epf-Inositol gives mainly one monobromo compound, of unknown configuration.242... 

Human urine Cardiovascular risk 4680 1H NMR Isoleucine Valine Methylguanidine Hippurate 2-Hydroxibutirate Succine Scyllo-inositol Trans-aconitate Proline betaine (21)... 

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